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A guide to difficult conversations, building high-trust teams, and designing a life you love | Rachel Lockett

23 Nov 2025 24 published claims 2 attributable people
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Speakers in the public record

Rachel LockettLenny Rachitsky

Claim mix

belief 8recommendation 7evaluation 3preference 3commitment 2uncertainty 1

Evidence policy

Every row below preserves an exact excerpt. Identified speakers are linked; unresolved voices are labeled and excluded from people counts.

Claim ledger

The useful parts, with receipts.

24 published records

04 / belief

I think often people know, "Ugh, I don't want to have one-on-ones," but just not having anyone to manage those people is not going to be healthy for your company.

“I think often people know, "Ugh, I don't want to have one-on-ones," but just not having anyone to manage those people is not going to be healthy for your company.”
Speaker
Rachel Lockett
Publisher
Lenny's Podcast

06 / belief

In fact, I think that when you work closely with colleagues and you really are able to see their gifts and enable them, you can't help but love them.

“In fact, I think that when you work closely with colleagues and you really are able to see their gifts and enable them, you can't help but love them.”
Speaker
Rachel Lockett
Publisher
Lenny's Podcast

07 / belief

I had one last week where we all came together, we had a great full day in-person discussion about how they were making this co-founder duo, how they were making decisions. And after that conversation, it was really clear that one of the co-founders was unhappy and didn't appreciate the other one and was not going to change and realized he was a big part of the problem and I think is going to leave the business.

“I had one last week where we all came together, we had a great full day in-person discussion about how they were making this co-founder duo, how they were making decisions. And after that conversation, it was really clear that one of the co-founders was unhappy and didn't appreciate the other one and was not going to change and realized he was a big part of the problem and I think is going to leave the business.”
Speaker
Rachel Lockett
Publisher
Lenny's Podcast

08 / belief

Something that you are in many ways known for is helping co-founders build better relationships. And in my experience one of the most challenging parts of starting a company is the co-founder relationship.

“Something that you are in many ways known for is helping co-founders build better relationships. And in my experience one of the most challenging parts of starting a company is the co-founder relationship.”
Speaker
Lenny Rachitsky
Publisher
Lenny's Podcast

09 / evaluation

Oh, I didn't realize this made you upset or that you have this need. And now that I know that, okay, now I see why this is important to you.

“Oh, I didn't realize this made you upset or that you have this need. And now that I know that, okay, now I see why this is important to you.”
Speaker
Lenny Rachitsky
Publisher
Lenny's Podcast

11 / belief

Along this topic, I chatted with a number of clients that have worked with you over the years, and one of the most common themes that they said you help them with is having difficult conversations. And I think we covered actually much of this in what we just talked about, but I'm curious if there's any other advice you have for helping people have difficult conversations.

“Along this topic, I chatted with a number of clients that have worked with you over the years, and one of the most common themes that they said you help them with is having difficult conversations. And I think we covered actually much of this in what we just talked about, but I'm curious if there's any other advice you have for helping people have difficult conversations.”
Speaker
Lenny Rachitsky
Publisher
Lenny's Podcast

15 / preference

I love working with co-founders because I think your core values as a person come out when they interact with someone else's core values.

“I love working with co-founders because I think your core values as a person come out when they interact with someone else's core values.”
Speaker
Rachel Lockett
Publisher
Lenny's Podcast

17 / evaluation

I love that story because I think most people when they hear this advice and this topic of, "Okay, I am feeling depleted, I'm feeling burnt out," I feel like most people jump to, "Okay, but I can't actually do anything about it.

“I love that story because I think most people when they hear this advice and this topic of, "Okay, I am feeling depleted, I'm feeling burnt out," I feel like most people jump to, "Okay, but I can't actually do anything about it.”
Speaker
Lenny Rachitsky
Publisher
Lenny's Podcast

18 / preference

I really love the 15 Commitments to Conscious Leaders, I don't know if you know that book, but one of the concepts is about taking a hundred percent responsibility.

“I really love the 15 Commitments to Conscious Leaders, I don't know if you know that book, but one of the concepts is about taking a hundred percent responsibility.”
Speaker
Rachel Lockett
Publisher
Lenny's Podcast

20 / evaluation

I mean, I've moved horizontally a number of times and I love what I do, I feel like I'm in my natural gifts. But it took me a few risks and some uncomfortable jobs that didn't feel like they were worthy of my experience in order to get there.

“I mean, I've moved horizontally a number of times and I love what I do, I feel like I'm in my natural gifts. But it took me a few risks and some uncomfortable jobs that didn't feel like they were worthy of my experience in order to get there.”
Speaker
Rachel Lockett
Publisher
Lenny's Podcast

21 / commitment

I feel like this newsletter, I started this newsletter six, seven years ago at this point, and originally it was like, I'm just going to build this chill newsletter, do this on the side.

“I feel like this newsletter, I started this newsletter six, seven years ago at this point, and originally it was like, I'm just going to build this chill newsletter, do this on the side.”
Speaker
Lenny Rachitsky
Publisher
Lenny's Podcast

22 / recommendation

I think that the people around you need to be on board and know what are your gifts. So for example, when I was an HR business partner, my boss bought into this and I explained to her, "Hey, I started at Stripe because I actually know I'm going to be a coach.

“I think that the people around you need to be on board and know what are your gifts. So for example, when I was an HR business partner, my boss bought into this and I explained to her, "Hey, I started at Stripe because I actually know I'm going to be a coach.”
Speaker
Rachel Lockett
Publisher
Lenny's Podcast

24 / recommendation

Mentions personal use of GROW model.

“So, something that I like to equip leaders with is four kinds of questions that you can ask to unlock insight. So, the first kind is I use a GROW model. So, the GROW model just is four different categories of kinds of powerful questions.”
Speaker
Rachel Lockett
Publisher
Lenny's Podcast
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